2,6-Dichlorophenol

2,6-Dichlorophenol Basic information
Product Name:2,6-Dichlorophenol
Synonyms:2,6-Dichlorfenol;2,6-dichlorfenol(czech);2,6-dichloro-pheno;2.6-dichlorohydroxybenzene;dichloro-2,6phenol;6-Dichlorophenol;(2R,4R)-2,4-Dimethylheptan-1-ol;1-Heptanol, 2,4-dimethyl-, (R,R)-(+)-
CAS:87-65-0
MF:C6H4Cl2O
MW:163
EINECS:201-761-3
Product Categories:Building Blocks;C6 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;Pesticides&Metabolites;Volatiles/ Semivolatiles;Organic Building Blocks;Oxygen Compounds;Phenols;Alpha sort;D;DAlphabetic;DIA - DIC;Phenoles and thiophenoles;Aromatic Phenols;bc0001;K00001
Mol File:87-65-0.mol
2,6-Dichlorophenol Structure
2,6-Dichlorophenol Chemical Properties
Melting point 64-66 °C (lit.)
Boiling point 218-220 °C (lit.)
density 1.6530
refractive index 1.4430 (estimate)
Fp 218-220°C
storage temp. 2-8°C
solubility 1.9g/l
pkapK1:6.78 (25°C)
form Crystals or Crystalline Powder
color White to yellow
Water Solubility <0.1 g/100 mL at 20 ºC
Merck 14,3073
BRN 1447806
Stability:Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides.
CAS DataBase Reference87-65-0(CAS DataBase Reference)
NIST Chemistry ReferencePhenol, 2,6-dichloro-(87-65-0)
EPA Substance Registry System2,6-Dichlorophenol (87-65-0)
Safety Information
Hazard Codes C,Xi,T,F
Risk Statements 34-36/38-39/23/24/25-23/24/25-11
Safety Statements 26-27-36/37/39-37/39-45-36/37-16-7
RIDADR UN 2020 6.1/PG 3
WGK Germany 2
RTECS SK8750000
Hazard Note Harmful/Corrosive
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29081990
Hazardous Substances Data87-65-0(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2,6-Dichlorophenol English
SigmaAldrich English
ACROS English
ALFA English
2,6-Dichlorophenol Usage And Synthesis
Chemical Properties2,6-Dichlorophenol is a white crystalline solid having a strong odor similar to o-chlorophenol. Freely soluble in ethanol and ether, soluble in benzene and petroleum ether.
UsesIt is used primarily as a starting material for the manufacture of trichlorophenols, tetrachlorophenols, and pentachlorophenols. It also acts as a sex pheromone for the Lone Star tick.
DefinitionChEBI: 2,6-dichlorophenol is a dichlorophenol with the chloro substituents at positions 2 and 6. It is used as a chemical intermediate for 2,4,6-trichlorophenol and in the production of dehydro-l-ascorbic acid.
Preparation2,6-Dichlorophenol has been prepared by the chlorination of phenol with chlorine gas in the presence of nitrobenzene and fuming sulfuric acid, by the decomposition of the diazotate of 2,6-dichloro-4-aminophenol, and by the decarboxylation of 3,5-dichloro-4-hydroxybenzoic acid in quinoline or dimethylaniline.
Synthesis Reference(s)Journal of the American Chemical Society, 73, p. 2723, 1951 DOI: 10.1021/ja01150a084
Organic Syntheses, Coll. Vol. 3, p. 267, 1955
General Description2,6-dichlorophenol is a white crystalline solid with a strong odor. Odor threshold concentration: 0.003 mg/L at 86°F; 200 micrograms/liter at 68-72°F. Taste threshold concentration: 0.0002 mg/L. (NTP, 1992)
Air & Water ReactionsInsoluble in water.
Reactivity Profile2,6-Dichlorophenol is incompatible with acid chlorides, acid anhydrides and oxidizing agents .
Fire HazardFlash point data for 2,6-Dichlorophenol are not available; however, 2,6-Dichlorophenol is probably combustible.
Safety ProfilePoison by intraperitoneal route. Moderately toxic by ingestion. A severe skin and eye irritant. When heated to decomposition it emits toxic fumes of Cl-. See also CHLOROPHENOLS.
ShippingUN2020 Chlorophenols, solid, Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid fumes, acid anhyrides and acid chlorides
Waste DisposalDissolve in a combustible solvent and incinerate in a furnace equipped with afterburner and scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal
2-[({3-(tert-butyl)-5-[(3,5-dichloro-2-hydroxybenzylidene)amino]-2-methoxy-6-methylphenyl}imino)methyl]-4,6-dichlorophenol 2-[(2H-1,3-benzodioxol-5-ylamino)methyl]-4,6-dichlorophenol 2-{[(1-{bicyclo[2.2.1]heptan-2-yl}ethyl)amino]methyl}-4,6-dichlorophenol 2-((1R)-1-AMINO-2-METHYLPROPYL)-4,6-DICHLOROPHENOL 2,3,6-TRICHLOROANISOLE 2-(aminomethyl)-4,6-dichlorophenol 2-{[(2-bromo-4-fluorophenyl)amino]methyl}-4,6-dichlorophenol 2-{[(4-butylphenyl)amino]methyl}-4,6-dichlorophenol Chlorophenol blue Quinclorac TRIS(2,6-DICHLOROPHENYL) PHOSPHATE DICLOFENAC ACID CHLOROXYNIL 2-{[(4-bromo-2,6-dichlorophenyl)amino]methyl}-4,6-dichlorophenol 2-AMINO-4,6-DICHLOROPHENOL 2-{[(1-benzyl-1H-benzimidazol-2-yl)imino]methyl}-4,6-dichlorophenol 1-(2,4-DICHLORO-PHENYL)-ETHYLAMINE 3-amino-2,4-dichlorophenol

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